X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES. PART 16. CYCLOPROPYL SUBSTITUTED AZOMETHINE YLIDES AS MECHANISTIC PROBES IN 1,3-DIPOLAR CYCLOADDITION REACTIONS

Article abstract of DOI:10.1016/S0040-4020(01)85931-7

Cycloadditions involving the 1,2-prototropic route and the decarboxylative route to azomethine ylides were studied with cyclopropyl substituents located on one or both carbon atoms of the azomethine ylides and in several instances in the dipolarophile.Cycloadducts were obtained in good yield with no evidence of biradical intermediates, i.e. no products arising from cyclopropyl radical <-> but-3-enyl radical rearrangements were detected.